Ethyl imidazole-2-carboxylate
- CAS No.
- 33543-78-1
- Chemical Name:
- Ethyl imidazole-2-carboxylate
- Synonyms
- Ethyl 1H-imidazole-2-carboxylate;RARECHEM AL BI 0666;2-Carboethoxyimidazole;Ethyl imidazole-2-formate;Ethyl 2-IMidazolecarboxylate;Ethyl imidaxole-2-carbolylate;Ethyl imidazole-2-carboxylate;Ethyl2-Imidazolecarboxylate>2-(Ethoxycarbonyl)-1H-imidazole;Ethyl 1H-imidazol-2-carboxylate
- CBNumber:
- CB6338165
- Molecular Formula:
- C6H8N2O2
- Molecular Weight:
- 140.14
- MDL Number:
- MFCD03426031
- MOL File:
- 33543-78-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 176-178°C |
|---|---|
| Boiling point | 48-51°C 0,3mm |
| Density | 1.214±0.06 g/cm3(Predicted) |
| Flash point | 48-51°C/0.3mm |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| form | Solid |
| pka | 11.38±0.10(Predicted) |
| color | Off-White to Pale Beige |
| BRN | 115685 |
| InChI | InChI=1S/C6H8N2O2/c1-2-10-6(9)5-7-3-4-8-5/h3-4H,2H2,1H3,(H,7,8) |
| InChIKey | UHYNYIGCGVDBTC-UHFFFAOYSA-N |
| SMILES | C1(C(OCC)=O)NC=CN=1 |
| CAS DataBase Reference | 33543-78-1(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36-37 | |||||||||
| Hazard Note | Irritant | |||||||||
| HS Code | 29332900 | |||||||||
| NFPA 704 |
|
Ethyl imidazole-2-carboxylate price More Price(68)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | E0952 | Ethyl 2-Imidazolecarboxylate >98.0%(GC)(T) | 33543-78-1 | 1g | $68 | 2026-04-30 | Buy |
| TCI Chemical | E0952 | Ethyl 2-Imidazolecarboxylate >98.0%(GC)(T) | 33543-78-1 | 5g | $197 | 2026-04-30 | Buy |
| Usbiological | 449658 | Ethyl Imidazole-2-carboxylate | 33543-78-1 | 1g | $326 | 2026-06-03 | Buy |
| Usbiological | 449658 | Ethyl Imidazole-2-carboxylate | 33543-78-1 | 2.5g | $439 | 2026-06-03 | Buy |
| Usbiological | 275635 | Ethyl imidazole-2-caRboxylate Asreported | 33543-78-1 | 2g | $353 | 2026-06-03 | Buy |
Ethyl imidazole-2-carboxylate Chemical Properties, Uses, Production
Chemical Properties
Light brown powder
Uses
Ethyl Imidazole-2-carboxylate is an intermediate used to synthesize tricyclic quinoxalinone inhibitors of poly(ADP-ribose)polymerase-1 (PARP-1). It is also used to prepare imidazoindenopyrazinone carboxylic acid derivatives as AMPA antagonists with anticonvulsant activities.
Synthesis Reference(s)
The Journal of Organic Chemistry, 60, p. 1090, 1995 DOI: 10.1021/jo00109a052
Synthesis
64-17-5
163769-73-1
33543-78-1
The above residue was dissolved in ethanol (300 mL). Concentrated sulfuric acid (98%, 30 mL, 522 mmol, 2.76 eq.) was added slowly and dropwise with stirring while controlling the reaction temperature to not exceed 25°C. The reaction mixture was heated and refluxed and stirred for 7 hours, followed by continued stirring at room temperature overnight. Upon completion of the reaction, ethanol was removed by distillation under reduced pressure. The resulting suspension was diluted with ice water (200 mL) and the pH was adjusted to 5-6 with concentrated ammonia, keeping the temperature below 5 °C during the process. The solid product was collected by filtration, washed with water (10 mL x 3) and dried under vacuum to give the first crude product (10 g). The filtrate was extracted with ethyl acetate (200 mL×2), the organic phases were combined, washed with saturated brine, dried with anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure, combined with the first batch of crude product, and finally recrystallized in isopropyl ether to obtain ethyl 1H-imidazole-2-carboxylate (18 g, yield 64.3%).
References
[1] Patent: WO2013/12915, 2013, A1. Location in patent: Paragraph 00945
[2] Journal of Organic Chemistry, 1995, vol. 60, # 4, p. 1090 - 1092
[3] Patent: WO2011/146882, 2011, A1. Location in patent: Page/Page column 108-109
Ethyl imidazole-2-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| THchemica Co.,Ltd. | 0573-82835115 18969301519 | tly1019@126.com | China | 276 | 58 |
| Shandong Meiao Huawei Technology Co., LTD | 0531-88682301 18595278766 | yuhongmeng@mayowell.com | China | 88 | 58 |
| Weifang Yuda Pharmaceutical Technology Co., Ltd. | 17663603912 | 2710256076@qq.com | China | 119 | 56 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| JinYan Chemicals(ShangHai) Co.,Ltd. | 13817811078 | sales@jingyan-chemical.com | China | 9963 | 60 |
View Latest Price from Ethyl imidazole-2-carboxylate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2019-07-06 | ETHYL IMIDAZOLE-2-CARBOXYLATE
33543-78-1
|
$8.00 | 1kg | 99% | 10tons | Career Henan Chemical Co |
-
- ETHYL IMIDAZOLE-2-CARBOXYLATE
33543-78-1
- $8.00
- 99%
- Career Henan Chemical Co
33543-78-1 (Ethyl imidazole-2-carboxylate) Related Search:
1of4
